Chatham Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Chatham Vacation Homes

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Property grounds
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
10.0 out of 10, Exceptional, (141)
"We had a wonderful and relaxing time in Cape Cod. Thankful to this clean, cozy rental. It was just what we needed to relax and recharge after exploring the beach. Next time we plan to stay longer. One night wasn't enough : )"
The price is CA $129
CA $433 total
includes taxes & fees
Oct 2 - Oct 3
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Cozy Cape home with outdoor shower and deck - minutes to beach
Property grounds
Cozy Cape home with outdoor shower and deck - minutes to beach
9.8 out of 10, Exceptional, (56)
"Our family of 4 thoroughly enjoyed our stay. The house was better than expected, very spacious, very clean and had all that we needed. Would recommend! "
Cozy Cape home with outdoor shower and deck - minutes to beach
Quaint coastal home with fast WiFi, W/D, skylights, and outdoor grilling
Beach
Quaint coastal home with fast WiFi, W/D, skylights, and outdoor grilling
9.6 out of 10, Exceptional, (20)
"So great! The neighborhood was tops for walking kid's to the beach - lovely considerate neighbors all around."
Quaint coastal home with fast WiFi, W/D, skylights, and outdoor grilling
5mins2Beach, HotTub, GameRoom, PetsOk
Property grounds
5mins2Beach, HotTub, GameRoom, PetsOk
10.0 out of 10, Exceptional, (14)
"This is a really wonderful, well-laid out, well appointed property, great for large groups. We loved the amenities like the hot tub, grill, and ping pong table, and appreciated the open floor plan. The home is in a great location -- we went to Mayflower Beach most days, which is a short car ride away. We will highly consider returning to this property."
5mins2Beach, HotTub, GameRoom, PetsOk
Charming dog-friendly home with large yard & WiFi - walk to beach & Great Pond
Fridge, microwave, oven, stovetop
Charming dog-friendly home with large yard & WiFi - walk to beach & Great Pond
8.0 out of 10, Very good, (18)
"The property was very clean and the inside was very well maintained and plenty of amenities. Walk to the beach was easy even with young children. Check-in and out and all communication was simple and painless. The outside of the property was usable but a bit neglected- there was an overgrown patio area and a slightly rickety deck. Overall a very.nice stay!"
Charming dog-friendly home with large yard & WiFi - walk to beach & Great Pond
Spacious cape house near Craigville Beach, downtown Centerville, Hyannis & more!
Property grounds
Spacious cape house near Craigville Beach, downtown Centerville, Hyannis & more!
9.6 out of 10, Exceptional, (15)
"A group of friends and I had a lovely long weekend stay here. The yard is so big and perfect for games and relaxing, and the house is close to several beaches, mini golf, restaurants, ice cream, etc. The layout is kind of weird, but we had plenty of space for everything. Would stay here again!"
Spacious cape house near Craigville Beach, downtown Centerville, Hyannis & more!
Private Sandy Beach, Oceanfront, private Deck, 2 Story House, Kayaks, 4+BR
Exterior
Private Sandy Beach, Oceanfront, private Deck, 2 Story House, Kayaks, 4+BR
10.0 out of 10, Exceptional, (100)
"This was a beautiful house and exactly what was described. We booked the house last minute due to unforeseen circumstances with our other VRBO reservation. Everyone had a fabulous time with enough room for everyone. Would definitely book the house again. "
Private Sandy Beach, Oceanfront, private Deck, 2 Story House, Kayaks, 4+BR
Charming Beach House Getaway! Enjoy quick walk to beach & other amenities!
Beach nearby
Charming Beach House Getaway! Enjoy quick walk to beach & other amenities!
8.4 out of 10, Very good, (38)
"Had an awesome time. Charlie is a vey easy person to talk to and very friendly. It is awesome to be able to bring the pets down too. Excellent location. Will definitely stay here again. The Greany Family"
Charming Beach House Getaway! Enjoy quick walk to beach & other amenities!
Family Cottage Close to Beach!!
Fridge, microwave, oven, stovetop
Family Cottage Close to Beach!!
9.8 out of 10, Exceptional, (63)
"We were in Harwichport for a wedding at the Wychmere. Very convenient location. We were able to Uber to and from the wedding. Plenty of restaurants in the area. "
Family Cottage Close to Beach!!
Charming Home Close to Everything. Discounts for the fall and winter
Exterior
Charming Home Close to Everything. Discounts for the fall and winter
10.0 out of 10, Exceptional, (183)
"This property was a great choice for our family. We loved the large island in the kitchen and the seating that it afforded us. The outdoor furniture and fire pit was comfortable and we used it a lot! The house was charming with all of the beach decorations throughout all of the rooms. The bathrooms were a nice size as were the three bedrooms. The house was well stocked with towels (beach and bathroom), paper towels, toilet paper, and kitchen utensils. The owner was very responsive and...
Charming Home Close to Everything. Discounts for the fall and winter
100 Ft to Skaket Beach!
Beach nearby
100 Ft to Skaket Beach!
9.6 out of 10, Exceptional, (7)
"Perfect home for our multi-generation gathering. The layout of the house, with the bedrooms in the back, meant people could be sleeping while others played and cooked gourmet meals. The beach and the backyard were perfect for toddlers. The staff at Del Mar were very helpful when we had questions. We would definitely rent this house again. . "
100 Ft to Skaket Beach!
Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck
Property grounds
Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck
8.0 out of 10, Very good, (5)
"The place was not good the plumbing did work on the second floor. It smelled like pee and someone had left the AC unit in the tub."
Oakwood Trail Cottage | Eastham home on Cape Cod Rail Trail with great deck
Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C
Beach nearby
Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C
10.0 out of 10, Exceptional, (85)
"Great house for the 11of us. Location was close to everything we wanted to do and the pool kept our four grandkids busy at the house "
Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C
Welcoming home with deck, enclosed yard, outdoor shower, and washer/dryer
Beach
Welcoming home with deck, enclosed yard, outdoor shower, and washer/dryer
9.8 out of 10, Exceptional, (8)
"The house was immaculate. I was thankful to walk into such an inviting, clean home, with zero clutter. The house had all that we needed and more. The outdoor space was awesome, we loved the fenced in yard. Great neighborhood!"
Welcoming home with deck, enclosed yard, outdoor shower, and washer/dryer
Walk to beach, great yard, central air, sleeps 6 + loft
Smart TV, fireplace
Walk to beach, great yard, central air, sleeps 6 + loft
9.8 out of 10, Exceptional, (21)
"We stayed this past August and it was perfect for us. This is a great spot for younger families as well. Easy water access. The home was clean, and had what we needed to get through the week. We would for sure conaider this for another vacation! "
Walk to beach, great yard, central air, sleeps 6 + loft
2 min from the beach - Renovated Relaxation in Harwich Port
Property grounds
2 min from the beach - Renovated Relaxation in Harwich Port
10.0 out of 10, Exceptional, (19)
"Although we had issues with VRBO errors and connections, the host of this home was very responsive and the thoughtful touches and amenities of this home are outstanding. Very comfortable beds and well appointed kitchen. Walked to the beach and town every day. We highly recommend and would definitely stay again. Thank you for sharing your home Grace!"
2 min from the beach - Renovated Relaxation in Harwich Port
Mid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard
Property grounds
Mid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard
2.0 star property
9.8 out of 10, Exceptional, (10)
"The rental contributed to a relaxing week off. It’s near great beaches, restaurants and shopping. The house is newly renovated with a very comfortable bed and well-equipped kitchen, and our dog loved the fenced-in back yard. Property manager is quite helpful and quick to respond to questions."
The price is CA $190
CA $618 total
includes taxes & fees
Sep 29 - Sep 30
Mid-Cape Remodeled House with WiFi, AC, Smart TV, Laundry, and Fenced-in Yard
Peaceful Waterfront Home w Private Dock!
Exterior
Peaceful Waterfront Home w Private Dock!
10.0 out of 10, Exceptional, (2)
"Great spot. Had everything we needed. "
Peaceful Waterfront Home w Private Dock!
Spacious Family Retreat In Eastham Near Beaches
Property grounds
Spacious Family Retreat In Eastham Near Beaches
9.2 out of 10, Wonderful, (5)
"We loved the location of this house. It was close to everything. Drew and Tyler were fantastic hosts. The house had everything we needed. "
Spacious Family Retreat In Eastham Near Beaches
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Fridge, microwave, oven, stovetop
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
8.6 out of 10, Excellent, (27)
"Cute, cozy, and clean!! Close to everything! Highly recommend!"
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Don't see what you're looking for?
See all available properties in Chatham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chatham

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
View from property
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
7.8 out of 10, Good, (56)
"Loved the stay so much we are considering booking again next year! The view was the best part by far! The only issue we had was the unstable outdoor shower other than that we had a great time!"
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
Beach
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
9.6 out of 10, Exceptional, (59)
"The location is very convenient, just steps off Main Street in the center of town, although it is above an ice cream shop and overlooks a parking lot. It is less than a mile to Chatham Beach (Lighthouse Beach?) The property is roomy and modern and looks recently updated. It has everything you need for your stay. Communication from Vacasa was frequent although they were slow to respond when I had question and never really answered it. I would have preferred to communicate directly with the...
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
Edgewater Beach Resort, a VRI resort
BBQ/picnic area
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (246)
"Nice clean quiet place. I went in shoulder season. Easy access to nice beach. "
The price is CA $318
CA $365 total
includes taxes & fees
Sep 25 - Sep 26
Edgewater Beach Resort, a VRI resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.